HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Naphthalenecarbonyl chloride → 1,3-Dihydro-3(RS)-(1-naphthoylamino)-5-phenyl-2H-1,4-benzodiazepin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Naphthalenecarbonyl chloride | HCID 70146 | — |
| Reactant | 3-Amino-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one | HCID 4259649 | — |
| Product | 1,3-Dihydro-3(RS)-(1-naphthoylamino)-5-phenyl-2H-1,4-benzodiazepin-2-one | HCID 14208215 | — |
Reaction Steps
The procedure of Example 134 was carried out using 3(RS)-amino-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one (39.2 mg, 0.156 mmole) in place of 1,3-dihydro-3(RS)-amino-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-one and 1-naphthoyl chloride (29.7 mg, 0.156 mmole) in place of p-trifluoromethylbenzoyl chloride. The product was chromatographed on silica gel (15% (v/v) Et2O in CH2Cl2 elution). The combined product fractions were evaporated to dryness in vacuo and crystallized from Et2O to give the title compound which was dried in vacuo at 65° C.: (m.p. 162°-167° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04820834 |
| Source dataset | uspto-grants-1989_04 |
| ORD ID | ord-88ac715f32394c0baa6417acb65a6585 |
| Source note | uspto-grants-1989_04 |